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Titolo:
SYNTHESIS OF NEW PHOSPHINO AMINO ALCOHOL LIGANDS VIA ORTHO-ALKYLLITHIATION REACTIONS - VERSATILE COORDINATION BEHAVIOR TOWARD COPPER(I) ANDPALLADIUM(II)
Autore:
ANDRIEU J; STEELE BR; SCRETTAS CG; CARDIN CJ; FORNIES J;
Indirizzi:
NATL HELLEN RES FDN,INST ORGAN & PHARMACEUT CHEM,48 VAS CONSTANTINOU AVE ATHENS 11635 GREECE NATL HELLEN RES FDN,INST ORGAN & PHARMACEUT CHEM ATHENS 11635 GREECE UNIV READING,DEPT CHEM READING RG4 9BB BERKS ENGLAND
Titolo Testata:
Organometallics
fascicolo: 5, volume: 17, anno: 1998,
pagine: 839 - 845
SICI:
0276-7333(1998)17:5<839:SONPAA>2.0.ZU;2-S
Fonte:
ISI
Lingua:
ENG
Soggetto:
MOLECULAR-STRUCTURE; CARBON-MONOXIDE; COMPLEXES; CRYSTAL; CARBONYLATION; REACTIVITY; CATALYSTS; CHEMISTRY; PLATINUM; BOND;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Science Citation Index Expanded
Citazioni:
20
Recensione:
Indirizzi per estratti:
Citazione:
J. Andrieu et al., "SYNTHESIS OF NEW PHOSPHINO AMINO ALCOHOL LIGANDS VIA ORTHO-ALKYLLITHIATION REACTIONS - VERSATILE COORDINATION BEHAVIOR TOWARD COPPER(I) ANDPALLADIUM(II)", Organometallics, 17(5), 1998, pp. 839-845

Abstract

2-[Methyl(2-methylphenyl)amino]ethanol undergoes an ortho-alkyllithiation reaction with n-butyllithium to lead to a new mixed benzyllithium-lithium alkoxide. This organolithium species reacts with PPh2Cl, withselective P-C bond formation, to afford the ligand (2-((diphenylphosphino)methyl)phenyl)amino]ethanol L-1. The coordination of the ligand L-1 to copper(I) leads to the complex [Cu(L-1)(2)](BF4), whose structure has been determined by an X-ray diffraction study. In the solid state, one of the ligands acts as a monodentate phosphine while the other adopts a tridentate P,N,O coordination mode. A variable-temperature P-31 NMR study demonstrated the existence of an equilibrium between the two modes in solution, with a coalescence temperature of ca. 0 degreesC, indicating a double-hemilabile behavior for the nitrogen and the oxygen functions. L-1 reacts with [Pd(Me)(Cl)(COD)] to give a dinuclearcomplex in which the ligand appears to behave as a bridging anionic P,O ligand. Such a complex could serve as a model for a key intermediate in the proposed mechanism for the homogeneous catalysis of the methoxycarbonylation of propyne by certain palladium(II) complexes containing P,N ligands. L-1 can undergo a second ortho-alkylmetalation reaction with n-butyllithium which, after addition of PPh2Cl, provides the new ligand 2-{methyl[2-(bis( diphenylphosphino)methyl)phenyl]amino}ethanol (L-2) in high yield.

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Documento generato il 28/11/20 alle ore 04:22:54